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Factors Governing the Mechanism and Efficiency of Porphyrin-Sensitized Photooxidations in Homogeneous Solutions and Organized Media

  • Giulio Jori
  • Elena Reddi
  • Luigi Tomio
  • Fulvio Calzavara
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 160)

Abstract

Porphyrin-sensitized photoreactions in biological systems usually involve the lowest excited triplet state of the dye [3P] as the reactive intermediate (Spikes, 1975). For most porphyrins [3P] is formed with quantum yield higher than 0.8 (Bonnett et al., 1980). It is generally assumed that in aerated media [3P] is efficiently quenched by oxygen with generation of 1O2 via electronic energy transfer: typical quantum yields for 1O2 production range between 0.40 for tetraphenylporphines (Maillard et al, 1980) and 0.75 for HPD (Dougherty et al., 1976). However, there is increasing evidence that the interaction of [3P] with oxygen (type II mechanism) can originate reactive species other than 1O2, including 1O2, OH, and H2O2 both in homogeneous solutions and in cell systems; [3P] may also undergo e- transfer to or from suitable substrates [S] initiating radical processes (type I mechanism). Selected examples of porphyrin-promoted photoprocesses not involving exclusively 1O2 are shown in Table 1.

Keywords

Maximal Reaction Rate Free Base Porphyrin Electronic Energy Transfer Thymine Glycol Lower Excited Triplet State 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
CTAB

cetyl trimethylammonium bromide

CTMP

3 carbamoyl-2,2,5,5-tetramethylpyrrolidin-l-yloxy

DMPO

5,5 dimethyl-1-pyrroline-l-oxide

His

L-histidine

HP

hematoporphyrin

HPD

hematoporphyrin derivative

HSA

human serum albumin

Met

L-methionine

NATA

N-acetyl-L-tryptophan amide

PAP

5,10,14,20[4-(N,N’,N’’,-trimethylanil-inium) porphyrin]

SDS

sodium dodecylsulphate

TAM

tryptamine

TCPP

meso-tetra-(4-carboxyphenyl)porphine ? TMPH, 2,2,6,6-tetramethylpyridinium chloride

TPPS

meso-tetra-(4-sul-fonatophenyl)porphine

Tri

Triton X-100

Trp

L-tryptophan.

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Copyright information

© Plenum Press, New York 1983

Authors and Affiliations

  • Giulio Jori
    • 1
  • Elena Reddi
    • 1
  • Luigi Tomio
    • 2
  • Fulvio Calzavara
    • 2
  1. 1.Istituto di Biologia Animale, Centro C.N.R. EmocianineUniversita di PadovaItaly
  2. 2.Divisione di RadioterapiaOspedale Civile di PadovaPadovaItaly

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